N⁵,1-bis(tert-butyloxycarbonyl)-5-(benzoylamino)-7-(benzyloxy)-4-iodoindole

Base Information

Chemical Name:N⁵,1-bis(tert-butyloxycarbonyl)-5-(benzoylamino)-7-(benzyloxy)-4-iodoindole
CAS No.:227084-83-5
Molecular Formula:C₃₂H₃₃IN₂O₆
Molecular Weight:668.528
Hs Code.:

N<sup>5</sup>,1-bis(tert-butyloxycarbonyl)-5-(benzoylamino)-7-(benzyloxy)-4-iodoindole

Synonyms:N⁵,1-bis(tert-butyloxycarbonyl)-5-(benzoylamino)-7-(benzyloxy)-4-iodoindole

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Chemical Property of N⁵,1-bis(tert-butyloxycarbonyl)-5-(benzoylamino)-7-(benzyloxy)-4-iodoindole

Chemical Property:

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Technology Process of N⁵,1-bis(tert-butyloxycarbonyl)-5-(benzoylamino)-7-(benzyloxy)-4-iodoindole

There total 3 articles about N⁵,1-bis(tert-butyloxycarbonyl)-5-(benzoylamino)-7-(benzyloxy)-4-iodoindole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 227084-82-4
5-(benzoylamino)-7-(benzyloxy)-4-iodoindole

: 227084-83-5
N⁵,1-bis(tert-butyloxycarbonyl)-5-(benzoylamino)-7-(benzyloxy)-4-iodoindole

Guidance literature:: With dmap; In dichloromethane; at 25 ℃; for 0.5h;
DOI:10.1021/jo000297j

Reference yield:

: 124417-92-1
N⁵,1-Dibenzoyl-5-amino-7-benzyloxyindole

: 227084-83-5
N⁵,1-bis(tert-butyloxycarbonyl)-5-(benzoylamino)-7-(benzyloxy)-4-iodoindole

Guidance literature:: Multi-step reaction with 3 steps

1: 45 percent / N-iodosuccinimide; TsOH / tetrahydrofuran / 40 h / 25 °C

2: 99 percent / MeONa / methanol; CH₂Cl₂ / 0.17 h / 25 °C

3: 93 percent / DMAP / CH₂Cl₂ / 0.5 h / 25 °C

With dmap; N-iodo-succinimide; sodium methylate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; 1: Iodination / 2: amide cleavage / 3: Acylation;
DOI:10.1021/jo000297j

Reference yield:

: 227084-81-3
1-benzoyl-5-(benzoylamino)-7-(benzyloxy)-4-iodoindole

: 227084-83-5
N⁵,1-bis(tert-butyloxycarbonyl)-5-(benzoylamino)-7-(benzyloxy)-4-iodoindole

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / MeONa / methanol; CH₂Cl₂ / 0.17 h / 25 °C

2: 93 percent / DMAP / CH₂Cl₂ / 0.5 h / 25 °C

With dmap; sodium methylate; In methanol; dichloromethane; 1: amide cleavage / 2: Acylation;
DOI:10.1021/jo000297j